Anti-inflammatory and antihistaminic activity of triterpenoids isolated from Bursera cuneata (Schldl.) Engl

Figueroa-Suárez, M.Z.; González-Christen, Judith; Cardoso-Taketa, Alexandre; Villafuerte, María del Carmen Gutiérrez; Rodríguez-López, Verónica

doi:10.1016/j.jep.2019.03.013

Cited by 13 publications

(13 citation statements)

References 17 publications

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“…Among all the tested compounds, (28) had the greatest NO IC 50 (43.31 ± 2.60 µM), followed by (29) (31.13 ± 1.25 µM), (26) Figueroa-Suárez and collaborators extracted α-amyrin (16), moronic (30), and ursolic acids (14) (Figure 4) from Bursera cuneata (Schldl.) Engl aerial parts with dichloromethane [40]. The identified compounds showed significant edema inhibition activity in comparison with indomethacin (positive control) in the ears of a mouse model.…”

Section: Biological Activity Survey Of Pcts Found In Mexican Plantsmentioning

confidence: 96%

State-of-the-Art and Opportunities for Bioactive Pentacyclic Triterpenes from Native Mexican Plants

Alfaro-Almaguer

Mejía‐Manzano

González‐Valdez

2022

Plants

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Native Mexican plants are a wide source of bioactive compounds such as pentacyclic triterpenes. Pentacyclic triterpenes biosynthesized through the mevalonate (MVA) and the 2-C-methyl-D-erythritol-phosphate (MEP) metabolic pathways are highlighted by their diverse biological activity. Compounds belonging to the oleanane, ursane, and lupane groups have been identified in about 33 Mexican plants, located geographically in the southwest of Mexico. The works addressing these findings have reported 45 compounds that mainly show antimicrobial activity, followed by anti-inflammatory, cytotoxic, anxiolytic, hypoglycemic, and growth-stimulating or allelopathic activities. Extraction by maceration and Soxhlet with organic solvents and consecutive chromatography of silica gel have been used for their whole or partial purification. Nanoparticles and nanoemulsions are the vehicles used in Mexican formulations for drug delivery of the pentacyclic triterpenes until now. Sustainable extraction, formulation, regulation, isolation, characterization, and bioassay facilities are areas of opportunity in pentacyclic triterpenes research in Mexico while the presence of plant and human resources and traditional knowledge are strengths. The present review discusses the generalities of the pentacyclic triterpene (definition, biogenic classification, and biosynthesis), a summary of the last two decades of research on the compounds identified and their evaluated bioactivity, the generalities about the extraction and purification methods used, drug delivery aspects, and a critical analysis of the advantages and limitations of research carried out in this way.

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Section: Biological Activity Survey Of Pcts Found In Mexican Plantsmentioning

confidence: 96%

State-of-the-Art and Opportunities for Bioactive Pentacyclic Triterpenes from Native Mexican Plants

Alfaro-Almaguer

Mejía‐Manzano

González‐Valdez

2022

Plants

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“…The phytochemical study of aerial parts of Bursera cuneata afforded α‐amyrin ( 49 ) and ursolic acid ( 62 ) and its antiinflammatory potential was evaluated (Figueroa‐suárez et al, 2019). Based on the obtained results, it was suggested that triterpenes with oleanane skeleton are far more active than those with ursane skeleton.…”

Section: Antiinflammatory Activity Of Natural Triterpenesmentioning

confidence: 99%

“…As a result, it was observed that both compounds prevented the activation of NF-κB and the expression of COX-2 in mice footpads and spinal cords. This result demonstrated that αand β-amyrins exhibit long-lasting antiinflammatory properties by inhibiting the production of cytokines and expression of NF-κB and COX-2.The phytochemical study of aerial parts of Bursera cuneata afforded α-amyrin (49) and ursolic acid (62) and its antiinflammatory potential was evaluated(Figueroa-suárez et al, 2019). Based on the obtained results, it was suggested that triterpenes with oleanane skeleton are far more active than those with ursane skeleton.Furthermore, the presence of a keto group at C-3 and carboxyl groups at C-17 at the oleanane skeleton, besides an increase in the number of oxygenated functional groups in other positions, enhances the antiinflammatory effect.…”

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confidence: 95%

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

Miranda

Jesus

Luiz

et al. 2022

Phytotherapy Research

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Terpenes are one of the most abundant classes of secondary metabolites produced by plants and can be divided based on the number of isoprene units (C5) in monoterpenes (2 units—C10), sesquiterpenes (3 units—C15), diterpenes (4 units—C20), triterpenes (6 units—C30), etc. Chemically, triterpenes are classified based on their structural skeleton including lanostanes, euphanes, cycloartanes, ursanes, oleananes, lupanes, tirucallanes, cucurbitanes, dammaranes, baccharanes, friedelanes, hopanes, serratanes etc. Additionally, glycosylated (saponins) or highly oxidated/degraded (limonoids) triterpenes could be found in nature. The antiinflammatory effect and action as immunomodulators of these secondary metabolites have been demonstrated in different studies. This review reports an overview of articles published in the last 15 years (from 2006 to 2021 using PubMed and SciFinder database) describing the antiinflammatory effects of different triterpenes with their presumed mechanism of action, suggesting that triterpenes could be appointed as natural products with future pharmaceutical applicability.

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“…Anti-inflammatory, antihistaminic [20] Catharanthus roseus (L.) G. Don (Apocynaceae) Leaves Anticancer [21] Cornus mas (L.) (Cornaceae) Fruits Antitumor [22] Eriobotrya japonica (Thunb.) Lindl (Rosaceae)…”

Section: Aerial Partsunclassified

Ursolic Acid-Based Derivatives as Potential Anti-Cancer Agents: An Update

Khwaza

Oyedeji

Aderibigbe

2020

IJMS

115

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Ursolic acid is a pharmacologically active pentacyclic triterpenoid derived from medicinal plants, fruit, and vegetables. The pharmacological activities of ursolic acid have been extensively studied over the past few years and various reports have revealed that ursolic acid has multiple biological activities, which include anti-inflammatory, antioxidant, anti-cancer, etc. In terms of cancer treatment, ursolic acid interacts with a number of molecular targets that play an essential role in many cell signaling pathways. It suppresses transformation, inhibits proliferation, and induces apoptosis of tumor cells. Although ursolic acid has many benefits, its therapeutic applications in clinical medicine are limited by its poor bioavailability and absorption. To overcome such disadvantages, researchers around the globe have designed and developed synthetic ursolic acid derivatives with enhanced therapeutic effects by structurally modifying the parent skeleton of ursolic acid. These structurally modified compounds display enhanced therapeutic effects when compared to ursolic acid. This present review summarizes various synthesized derivatives of ursolic acid with anti-cancer activity which were reported from 2015 to date.

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Anti-inflammatory and antihistaminic activity of triterpenoids isolated from Bursera cuneata (Schldl.) Engl

Cited by 13 publications

References 17 publications

State-of-the-Art and Opportunities for Bioactive Pentacyclic Triterpenes from Native Mexican Plants

State-of-the-Art and Opportunities for Bioactive Pentacyclic Triterpenes from Native Mexican Plants

Antiinflammatory activity of natural triterpenes—An overview from 2006 to 2021

Ursolic Acid-Based Derivatives as Potential Anti-Cancer Agents: An Update

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